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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274301Generated: October 31, 2026

4-(2-((2-Methoxyethoxy)methoxy)ethoxy)aniline → N-(3-((5-fluoro-2-((4-(2-((2-methoxyethoxy)methoxy)ethoxy)phenyl)amino)pyrimidin-4-yl)(methyl)amino)phenyl)acrylamide

https://huagongshe.com/reaction/2274301

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-((2-Methoxyethoxy)methoxy)ethoxy)anilineHCID 86724365—
Reactant2-chloro-5-fluoro-N-methyl-N-(3-nitrophenyl)pyrimidin-4-amineHCID 86724367—
ProductN-(3-((5-fluoro-2-((4-(2-((2-methoxyethoxy)methoxy)ethoxy)phenyl)amino)pyrimidin-4-yl)(methyl)amino)phenyl)acrylamideHCID 86724368—

Reaction Steps

Synthesis of I-24 was performed as described for I-3 (Example 1) using 2-chloro-5-fluoro-N-methyl-N-(3-nitrophenyl)pyrimidin-4-amine in place of 2-chloro-5-fluoro-N-(3-nitrophenyl)pyrimidin-4-amine and 4-(2-((2-methoxyethoxy)methoxy)ethoxy)aniline in place of 4-[(2-methoxyethoxy)methoxy]aniline. M+1=423.9. 1H NMR (DMSO-d6, 400 MHz) 3.44 (s, 3H), 3.664-3.688 (t, 2H, J=4.8), 3.900-3.924 (t, 2H, J=4.8), 5.754-5.779 (d, 1H, J=10), 6.232-6.274 (d, 1H, J=16.8), 6.385-6.453 (m, 2H), 6.810-6.832 (d, 1H, J=8.8), 7.009-7.028 (d, 1H, J=7.6), 7.328-7.368 (t, 1H, J=8), 7.512-7.572 (m, 3H), 7.652 (s, 1H), 7.965-9.978 (d, 1H, J=5.2), 8.196 (s, 1H), 9.120 (s, 1H), 10.245 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126950B2
Source datasetuspto-grants-2015_09
ORD IDord-fe429868337b46899f6445c3bf5dc9d6
Source noteuspto-grants-2015_09